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T7375

Sigma-Aldrich

Thionicotinamide adenine dinucleotide

≥90%

Synonym(s):

Thionicotinamide-DPN

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About This Item

Linear Formula:
C21H27N7O13SP2
CAS Number:
4090-29-3
Molecular Weight:
679.49
MDL number:
MFCD00079609
UNSPSC Code:
41106305
PubChem Substance ID:
24900446
NACRES:
NA.51
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assay

≥90%

storage temp.

−20°C

SMILES string

NC(=S)C1=CC=C[N](=C1)C2OC(COP(O)(=O)OP(O)(=O)OCC3OC(C(O)C3O)n4cnc5c(N)ncnc45)C(O)C2O

InChI

1S/C21H28N7O13P2S/c22-17-12-19(25-7-24-17)28(8-26-12)21-16(32)14(30)11(40-21)6-38-43(35,36)41-42(33,34)37-5-10-13(29)15(31)20(39-10)27-3-1-2-9(4-27)18(23)44/h1-4,7-8,10-11,13-16,20-21,29-32H,5-6H2,(H2,23,44)(H,33,34)(H,35,36)(H2,22,24,25)

InChI key

JFOSDPGFZXVRDA-UHFFFAOYSA-N

Application

Thionicotinamide adenine dinucleotide has been used as a substrate analog in S-adenosyl-l-homocysteine (AdoHcy) hydrolases (SAHH) inhibition assay[1] and in NAD+ glycohydrolase activity.[2]

Biochem/physiol Actions

Thionicotinamide adenine dinucleotide (sNAD) is an analog of coenzyme nicotinamide adenine dinucleotide (NAD) and NADH.[3] sNAD is a potential inhibitor of NAD+ kinase.[4] NAD+ kinase modulates NAD levels, contributing to cytotoxicity in cancer cells.[5]

Linkage

Analog of NAD

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000389445
0000389445
0000311731
0000319507
0000319506

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Circular dichroic properties and conformation of thionicotinamide dinucleotides
JOPPICH-KUHN R and LUISI PL
European Journal of Biochemistry, 83(2), 587-592 (1978)
ALT reagent with thionicotinamide adenine dinucleotide.
P A Dolan et al.
Clinical chemistry, 35(9), 1857-1858 (1989-09-01)
[Simultaneous assay of serum lactate dehydrogenase activities depending on NAD (N) and thio-NAD (T), and the clinical significance of N/T values].
M Kawai
Nihon Shokakibyo Gakkai zasshi = The Japanese journal of gastro-enterology, 83(11), 2458-2458 (1986-11-01)
William E Karsten et al.
Biochemistry, 41(40), 12193-12199 (2002-10-03)
Tartrate dehydrogenase catalyzes the divalent metal ion- and NAD-dependent oxidative decarboxylation of D-malate to yield CO(2), pyruvate, and NADH. The enzyme also catalyzes the metal ion-dependent oxidation of (+)-tartrate to yield oxaloglycolate and NADH. pH-rate profiles and isotope effects were
Simultaneous determination of multiple forms of lactate dehydrogenase based on NAD and thio-NAD.
S Hosaki et al.
Clinica chimica acta; international journal of clinical chemistry, 157(3), 321-322 (1986-06-30)
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